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来自海绵Xestospongia muta的烯炔四氢呋喃。利用微弱的圆二色效应确定构型。

Ene-yne tetrahydrofurans from the sponge Xestospongia muta. exploiting a weak CD effect for assignment of configuration.

作者信息

Morinaka Brandon I, Skepper Colin K, Molinski Tadeusz F

机构信息

Department of Chemistry and Biochemistry, University of California, San Diego, La Jolla, CA 92093, USA.

出版信息

Org Lett. 2007 May 10;9(10):1975-8. doi: 10.1021/ol0705696. Epub 2007 Apr 17.

DOI:10.1021/ol0705696
PMID:17439137
Abstract

Seven new brominated ene-yne tetrahydrofurans (THFs), mutafurans A-G, were isolated from the Bahamian sponge Xestospongia muta. The absolute configuration of the natural products was assigned as (5R,8S) by interpretation of the Cotton effect arising from weak perturbation of an ene-yne chromophore by a propargylic THF ring.

摘要

从巴哈马海绵Xestospongia muta中分离出了7种新的溴化烯炔四氢呋喃(THF),即变四氢呋喃A - G。通过对炔丙基THF环对烯炔发色团的微弱扰动所产生的科顿效应进行解析,确定了这些天然产物的绝对构型为(5R,8S)。

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